HCID 178418361, compound → Methyl 5-amino-1H-pyrazole-3-carboxylate

HRID 491394Notes

Reaction equation

HRID 491394 reaction equation
[N+:1]([C:4]1[CH:8]=[C:7]([C:9]([O:11][CH3:12])=[O:10])[NH:6][N:5]=1)([O-])=O.[H][H]>CO.[Pd]>[NH2:1][C:4]1[CH:8]=[C:7]([C:9]([O:11][CH3:12])=[O:10])[NH:6][N:5]=1

Participants

5

Reactant 2

HCID 178418361HCID 178418361, compoundHCID 178498471HCID 178498471, compound

Product 1

HCID 18445864Methyl 5-amino-1H-pyrazole-3-carboxylateYield 111.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A suspension of methyl 3-nitro-1H-pyrazole-5-carboxylate (10 g, 58.4 mmol) and 10% Pd on charcoal (1.2 g) in methanol (150 Ml) was stirred under 50 psi pressure of hydrogen gas for 16 h. The reaction mixture was filtered over a bed of Celite and the filtrate was concentrated to give 9.2 g of methyl 3-amino-1H-pyrazole-5-carboxylate which was used as such in the next reaction. MS (ESI) m/z 142.3 (M+H).

Workup

  1. filtrationThe reaction mixture was filtered over a bed of Celite
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-6d85ddd4f1b74951bd0bdff023564b68
Source dataset
uspto-grants-2009_05
Patent number
US07531539B2

Reaction notes

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